Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Phenol | HCID 996 | — |
| Reactant | N-Methylaniline | HCID 7515 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 69677332 | HCID 69677332 | — |
Reaction Steps
A one liter flask was charged with 376.4 g phenol (4.0 moles), 171.5 g N-methylaniline (1.6 moles) and 7.0 g 90% formic acid. The reaction mixture was heated to 70° C. and then 191 g 50% formalin (3.2 moles) was added at 70° C. over 1 hour. The temperature was maintained at 70° C. for 2 hours at which time the percent free phenol was determined to be 34.8% (vs. 50.5% for no reaction of phenol). The temperature was raised to 100° C. and maintained at 100° C. for one hour at which time the percent free phenol was 33.6%. Reaction mixture was then atmospherically distilled to 160° C. to collect 163 g distillate. Phenol (170 g) was then recovered by vacuum distillation increasing temperature to 190° C. while increasing vacuum to 30 inches of mercury. Product yield was 397 g and is characterized in Table 2B and Table 5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06780511B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-b8984441de0c42ca82c7e84525b1d6e3 |
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| Source note | uspto-grants-2004_08 |
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